Round: 28 Ground: Clay
| ITF W25 Padova | 2019/06/21 12:00 | Caregaro, Martina v Gabriela Ce | 7-6,7-6 |
| ITF W25 Padova | 2019/06/20 12:30 | Rubini, Stefania v Caregaro, Martina | 1-6,6-3,1-6 |
| ITF W25 Padova | 2019/06/19 13:30 | Dalila Spiteri v Caregaro, Martina | 4-6,4-6 |
| ITF W60 Rome | 2019/06/11 10:00 | Dascalu, Nicoleta-Catalina v Caregaro, Martina | 5-7,6-2,10-8 |
| ITF W60 Rome | 2019/06/10 18:30 | Marchetti, Giorgia v Caregaro, Martina | 5-7,3-6 |
| ITF W60 Brescia | 2019/06/04 08:00 | Caregaro, Martina v Lucia Bronzetti | 0-6,3-6 |
| ITF W60 Brescia | 2019/06/03 10:00 | Eva Guerrero Alvarez v Caregaro, Martina | 3-6,6-3,6-10 |
| Caserte, Simples W-ITF-ITA-09A | 2019/05/20 07:30 | Caregaro, Martina v Lombardo, Beatrice | 5-7,2-6 |
| ITF W25 Padova | 2019/06/21 12:00 | Lucia Bronzetti v Tatiana Pieri | 4-6,3-6 |
| ITF W25 Padova | 2019/06/20 16:00 | Tatiana Pieri v Burnett, Nastassya | 6-7,7-6,6-0 |
| ITF W25 Padova | 2019/06/18 14:55 | Manon Arcangioli v Tatiana Pieri | 2-6,2-6 |
| ITF W60 Rome | 2019/06/12 09:40 | Tatiana Pieri v Nao Hibino | 6-3,2-6,3-6 |
| ITF W60 Rome | 2019/06/11 09:30 | Tatiana Pieri v Federica Di Sarra | 6-3,7-5 |
| ITF W60 Rome | 2019/06/10 14:00 | Deborah Chiesa v Tatiana Pieri | 1-6,5-7 |
| ITF W60 Brescia | 2019/06/03 16:15 | Tatiana Pieri v Ferrando, Cristiana | 2-6,4-6 |
| ITF W25 Grado | 2019/05/30 17:15 | Tatiana Pieri v Lucrezia Stefanini | 6-4,2-6,2-6 |